Silicone compositions for personal care products and method for making

ABSTRACT

A composition and method for making a silicone composition is provided which comprises at least one polysiloxane or silicone resin, at least one linker, and at least one molecular hook wherein the molecular hook comprises a heterocyclic trimethylpyrimidinium compound.

BACKGROUND OF THE INVENTION

[0001] The present invention relates to compositions for personal careproducts. More particularly, the present invention relates to siliconecompositions which achieve conditioning benefits in hair care products.

[0002] Silicones are widely used in hair care products due to theconditioning benefit that they impart to hair. By modern day technology,the silicone is deposited on hair during the application process but isheld only by weak physical forces, such as hydrogen bonding or van derWaals interactions. Generally, conditioning benefits are attributed tothe deposition of high molecular weight, high viscosity fluids and gumswhich can weigh down the hair. Because the interactive forces are weak,the benefits of silicone by deposition are short lived. Beneficialconditioning effects can also be caused by treating hair with silanolcapped amino-functionalized silicones. These can undergo condensationcure reactions on hair to form somewhat durable films.

[0003] It is widely known by those skilled in the art that covalentbonding is one key to “permanent” hair treatment. Processes which alterthe structure of the hair, such as permanent wave and color treatmentmethods, do provide longer lasting effects. These processes includeglycolate reduction and peroxide reoxidation. A significant disadvantageof these processes is that they are very damaging to hair and can onlybe carried out infrequently.

[0004] Gough et al. in U.S. Pat. Nos. 5,523,080 and 5,525,332 describethe synthesis of silicone-azlactone polymers which exhibit covalentbonding and “permanent” conditioning benefit. Gough et al. discussincorporating an azlactone-functionalized copolymer which consists ofvinylazlactone and methacryloyl polydimethylsiloxane monomers into asilicone-active group-hair structure. The hair treatment using thesilicone-azlactone polymers does not consist of the steps of reductionwith a glycolate or reoxidation with peroxide.

[0005] It is desirable to produce silicone compositions which can beused to treat damaged hair and provide durable benefits. Thus, siliconeproducts are constantly being sought which can both covalently bond tohair as well as impart hair care benefits appreciated by consumers.

BRIEF SUMMARY OF THE INVENTION

[0006] The present invention provides a silicone composition whichcomprises at least one polysiloxane or silicone resin, at least onelinker, and at least one molecular hook wherein the molecular hookcomprises a heterocyclic trimethylpyrimidinium compound.

[0007] The present invention further provides a method for making asilicone composition comprising at least one polysiloxane or siliconeresin, at least one linker, and at least one molecular hook. The methodcomprises combining a linker, a molecular hook, and a polysiloxane orsilicone resin wherein the molecular hook comprises a heterocyclictrimethylpyrimidinium compound.

DETAILED DESCRIPTION OF THE INVENTION

[0008] The present invention comprises a silicone composition whichincludes at least one polysiloxane or silicone resin, at least onelinker, and at least one molecular hook. The linker is bound to both amolecular hook and to an atom of a polysiloxane or silicone resin.Preferably the linker is bound to a polysiloxane or silicone resinthrough a silicon (Si), carbon (C), oxygen (O), nitrogen (N), or sulfur(S) atom, and most preferably through a silicon atom. When more than onelinker is present, it is also contemplated that linkers may be bound toa polysiloxane or silicone resin through more than one type of atom, forexample through both silicon and carbon atoms.

[0009] The present invention includes at least one polysiloxane orsilicone resin having the formula:

M_(a)M′_(b)D_(c)D′_(d)T_(e)T′_(f)Q_(g)

[0010] where the subscripts a, b, c, d, e, f and g are zero or apositive integer, subject to the limitation that the sum of thesubscripts b, d and f is one or greater; where M has the formula:

R⁴⁰ ₃SiO_(1/2),

[0011] M′ has the formula:

(Z-Y)R⁴¹ ₂SiO_(1/2),

[0012] D has the formula:

R⁴² ₂SiO_(2/2),

[0013] D′ has the formula:

(Z-Y)R⁴³SiO_(2/2),

[0014] T has the formula:

R⁴⁴SiO_(3/2),

[0015] T′ has the formula:

(Z-Y)SiO_(3/2),

[0016] and Q has the formula SiO_(4/2), where each R⁴⁰, R⁴¹, R⁴², R⁴³,R⁴⁴ is independently at each occurrence a hydrogen atom, C₁₋₂₂ alkyl,C₁₋₂₂ alkoxy, C₂₋₂₂ alkenyl, C₆₋₁₄ aryl, and C₆₋₂₂ alkyl-substitutedaryl, and C₆₋₂₂ aralkyl which groups may be halogenated, for example,fluorinated to contain fluorocarbons such as C₁₋₂₂ fluoroalkyl, or maycontain amino groups to form aminoalkyls, for example aminopropyl oraminoethylaminopropyl, or may contain polyether units of the formula(CH₂CHR⁴⁵O)_(k) where R⁴⁵ is CH₃ or H and k is in a range between about4 and 20; Z, independently at each occurrence, represents a molecularhook; and Y, independently at each occurrence, represents a linker. Theterm “alkyl” as used in various embodiments of the present invention isintended to designate both normal alkyl, branched alkyl, aralkyl, andcycloalkyl radicals. Normal and branched alkyl radicals are preferablythose containing in a range between about 1 and about 12 carbon atoms,and include as illustrative non-limiting examples methyl, ethyl, propyl,isopropyl, butyl, tertiary-butyl, pentyl, neopentyl, and hexyl.Cycloalkyl radicals represented are preferably those containing in arange between about 4 and about 12 ring carbon atoms. Some illustrativenon-limiting examples of these cycloalkyl radicals include cyclobutyl,cyclopentyl, cyclohexyl, methylcyclohexyl, and cycloheptyl. Preferredaralkyl radicals are those containing in a range between about 7 andabout 14 carbon atoms; these include, but are not limited to, benzyl,phenylbutyl, phenylpropyl, and phenylethyl. Aryl radicals used in thevarious embodiments of the present invention are preferably thosecontaining in a range between about 6 and about 14 ring carbon atoms.Some illustrative non-limiting examples of these aryl radicals includephenyl, biphenyl, and naphthyl. An illustrative non-limiting example ofa halogenated moiety suitable is trifluoropropyl.

[0017] The polysiloxanes or silicone resins of the present invention aretypically prepared by the hydrosilylation of an organohydrogen siliconehaving the formula:

M_(a)M^(H) _(b)D_(c)D^(H) _(d)T_(e)T^(H) _(f)Q_(g)

[0018] where the subscripts a, b, c, d, e, f and g are zero or apositive integer, subject to the limitation that the sum of thesubscripts b, d and f is one or greater; M, D, T and Q are defined asabove;

[0019] M^(H) has the formula:

R⁴¹ _(3-h)H_(h)SiO_(1/2),

[0020] D^(H) has the formula:

H_(2-i)R⁴³ _(i)SiO_(2/2),

[0021] T^(H) has the formula:

HSiO_(3/2),

[0022] where each R⁴¹ and R⁴³ is independently as defined above;subscript h is in a range between 1 and 3; and subscript i is 0 or 1.

[0023] Hydrosilylation is typically accomplished in the presence of asuitable hydrosilylation catalyst. The catalysts preferred for use withthese compositions are described in U.S. Pat. Nos. 3,715,334; 3,775,452;and 3,814,730 to Karstedt. Additional background concerning the art maybe found at J. L. Spier, “Homogeneous Catalysis of Hydrosilation byTransition Metals, in Advances in Organometallic Chemistry, volume 17,pages 407 through 447, F. G. A. Stone and R. West editors, published bythe Academic Press (New York, 1979). A preferred catalyst containsplatinum. Persons skilled in the art can easily determine an effectiveamount of platinum catalyst. Generally, an effective amount is in arange between about 0.1 parts per million and about 50 parts per millionof the total silicone composition composition.

[0024] The organohydrogen silicone compounds that are the precursors tothe compounds of the present invention may be prepared by the processdisclosed in U.S. Pat. No. 5,420,221. The '221 patent discloses theredistribution of polydimethylsiloxane polymers with organohydrogensilicone polymers and optionally, added chain stopper, to provide asilicone with randomly-distributed hydride groups using a Lewis acidcatalyst, preferably a phosphonitrilic compound.

[0025] Synthesis of the polysiloxane or silicone resin may also beperformed by other method known to those skilled in the art, forexample, the hydrosilylation of a monomer such as methyldichlorosilanecould be followed by co-hydrolysis with the appropriatedialkyldichlorosilane and optionally, chlorotrimethylsilane.

[0026] It is to be noted that as pure compounds, the subscriptsdescribing the organohydrogen siloxane precursor and the hydrosilylationadduct of the present invention are integers as required by the rules ofchemical stoichiometry. The subscripts will assume non-integral valuesfor mixtures of compounds that are described by these formulas. Therestrictions on the subscripts heretofore described for thestoichiometric subscripts of these compounds are for the pure compounds,not the mixtures.

[0027] In specific embodiments of the present invention, the siliconecomposition typically comprises at least one compound of the followingformulas, (I), (II), (III), (IV), (V), (VI), or (VII):

(R³⁷ ₃SiO_(1/2))_(a)[(Z-Y)R³⁸ ₂SiO_(1/2)]_(b)(SiO_(4/2))_(g)  (VII)

[0028] where each R¹, R², R³, R⁴, R⁵, R⁶, R⁷, R⁸, R⁹, R¹⁰, R¹¹, R¹²,R¹³, R¹⁴, R¹⁵, R¹⁶, R¹⁷, R¹⁸, R¹⁹, R²⁰, R²¹, R²², R²³, R²⁴, R²⁵, R²⁶,R²⁷, R²⁸, R²⁹, R³⁰, R³¹, R³², R³³, R³⁴, R³⁵, R³⁶, R³⁷, and R³⁸ isindependently at each occurrence a hydrogen atom, C₁₋₂₂ alkyl, C₁₋₂₂alkoxy, C₂₋₂₂ alkenyl, C₆₋₁₄ aryl, and C₆₋₂₂ alkyl-substituted aryl, andC₆₋₂₂ aralkyl which groups may be halogenated, for example, fluorinatedto contain fluorocarbons, may contain amino groups to form aminoalkyls,or may contain polyether units; Z, independently at each occurrence,represents a molecular hook; and Y, independently at each occurrence,represents a linker; wherein “m” in each formula has a value in a rangebetween about 0 and about 13,000, preferably about 0 and about 1000,more preferably between about 1 and about 250, still more preferablybetween about 5 and about 250, even more preferably between about 10 andabout 150, and most preferably between about 20 and about 120; “n” ineach formula has a value in a range between about 0 and about 13,000,more preferably between about 0 and about 50, more preferably betweenabout 1 and about 20, still more preferably between about 2 and about10, and most preferably between about 2 and about 5 with the provisothat in formula (II) “n” is not 0; “m+n” in each formula has a value ina range between about 1 and about 26,000, preferably in a range betweenabout 3 and about 250, and more preferably between about 5 to about 150;“q” has a value of at least one and “p+q” has a value of at least 3,preferably in a range between about 3 and about 20, more preferably in arange between about 3 and about 10, and most preferably in a rangebetween about 3 and 6. R¹⁻³⁸ is preferably methyl. The preferredpolysiloxane or silicone resin includes a compound of the formula (I) or(II). The polysiloxane or silicone resin typically has a molecularweight in a range between about 100 and about 6,000,000, preferably in arange between about 250 and about 50,000, more preferably in a rangebetween about 500 and about 25,000, and most preferably in a rangebetween about 500 and about 15,000.

[0029] The number of Y-Z moieties on a polysiloxane or silicone resin inthe composition is at least one. In preferred embodiments the averagenumber of Y-Z moieties on a polysiloxane or silicone resin is in a rangebetween about 1 and about 100, more preferably in a range between about1 and about 20, still more preferably in a range between about 1 andabout 10.

[0030] In one embodiment of the present invention a polysiloxane- orsilicone resin-containing composition includes a preponderance of aspecific linear, branched, cross-linked, or cyclic polysiloxane orsilicone resin. In other embodiments of the present invention, apolysiloxane- or silicone resin-containing composition comprises amixture of polysiloxanes, mixture of silicone resins, or mixtures ofpolysiloxanes and silicone resins which may include linear, branched,cross-linked, and cyclic species. Also, suitable compositions maycomprise one or more polysiloxanes, silicone resins, and mixturesthereof which may contain adventitious amounts of other species, forexample, arising during the synthesis process for said polysiloxanes orsilicone resins, for example at a level in a range between about 0.0001wt. % and about 5 wt. % based on total silicon-containing species. Inillustrative examples, suitable compositions may contain adventitiousamounts of D₄, or species containing Si—H, Si—OH, Si—O— alkyl bonds, andmixtures thereof.

[0031] The molecular hook is a heterocyclic trimethylpyrimidiniumcompound of the formula (VIII):

[0032] wherein Y represents a linker and Q⁻ represents a counterion.

[0033] The counterion, Q⁻, can include halides, borates, phosphates,tosylates, mesylates, triflates, and other counterions known to thoseskilled in the art. Q⁻ is preferably iodide, chloride, or bromide.

[0034] The linker comprises any C₁-C₁₀₀ alkyl, aryl, or alkylaryl groupwhere the C₁₋₁₀₀ group can be interrupted by or substituted witharomatic groups or aromatic-containing groups. The C₁₋₁₀₀ group may alsocontain one or more heteroatoms such as O, N, or S. Furthermore, theC₁₋₁₀₀ group may be unsubstituted or substituted with heteroatoms suchas halogen. Typically, the linker has the formulas (IX) through (XV):

[0035] where

[0036] r is in a range between about 1 and about 10, preferably 2 or 3;

[0037] s is in a range between about 0 and about 100, preferably 4 to20;

[0038] t is in a range between about 0 and about 100, preferably in arange between about 0 and about 20, and most preferably 0;

[0039] u is in a range between about 1 and about 10, preferably 1;

[0040] v is in a range between about 1 and about 10, preferably 2 or 3;

[0041] w is 1 or 2;

[0042] x is 1 or 2;

[0043] X is O, NOH, NOR, or NR, preferably O;

[0044] wherein R is independently at each occurrence hydrogen (H), C₁₋₂₂alkyl, C₁₋₂₂ alkoxy, C₂₋₂₂ alkenyl, C₆₋₁₄ aryl, and C₆₋₂₂alkyl-substituted aryl, and C₆₋₂₂ aralkyl where the C can beunsubstituted or substituted with heteroatoms such as oxygen (O),nitrogen (N), sulfur (S) or halogen;

[0045] wherein R³⁹ is independently at each occurrence hydrogen (H),C₁₋₂₂ alkyl, C₁₋₂₂ alkoxy, C₂₋₂₂ alkenyl, C₆₋₁₄ aryl, C₆₋₂₂alkyl-substituted aryl, C₆₋₂₂ aralkyl, and fused ring system which mayor may not be fused to the phenyl group where the C can be unsubstitutedor substituted with heteroatoms such as O, N, S or halogen. R³⁹ ispreferably H. If R³⁹ represents an aryl group, it can be fused to thering in Formulas (XII) through (XV);

[0046] A is O, NOH, NOR, NR or S, preferably O;

[0047] B is O, NOH, NOR, NR or S, preferably O or NR and most preferablyO;

[0048] and where the polysiloxane or the silicone resin is bound to the(CR₂)_(r) (Formula IX, X, XII, and XIII), (CR₂)_(v) (Formula XI andXIV), or (CR₂)_(w) (Formula XV). Any of the linker structures shown inFormulas (IX) through (XV) can also be interrupted with cycloaliphaticrings or aromatic rings. Substituents on the phenyl group of formulas(XII), (XIII), (XIV), and (XV) may be present at any free valence site.The polysiloxane or silicone resin may or may not contain otherfunctionalities by substitution at silicon atoms either the same as ordistinct from those bound to the linking groups described above, such asamine-, polyether-, alkyl-, or heteroalkyl-containing groups.

[0049] The linker is typically derived from a polysiloxane or siliconeresin bound linker precursor which comprises a linker bound to a leavinggroup (L). Illustrative leaving groups include halides such as chloride,bromide and iodide; tosylate, mesylate, phosphate; cyclic leaving groups(that is, those in which the leaving group remains bound in the linker)such as epoxy or other cyclic leaving group containing at least oneheteroatom; and other leaving groups known to those skilled in the art.Preferred leaving groups are bromide, chloride, and iodide. Insynthesis, the leaving group is replaced by a molecular hook, so thatthe linker becomes bound to a molecular hook.

[0050] The method for making the silicone compositions of the presentinvention includes combining a molecular hook, a polysiloxane orsilicone resin, and a linker. The sequence of addition can be varied,for example, the linker and the molecular hook can be combined and thiscombination can be sequentially combined with a polysiloxane or asilicone resin. Preferably, the linker is combined with a polysiloxaneor silicone resin and the combination is sequentially combined with themolecular hook.

[0051] Silicone compositions of the present invention which include atleast one polysiloxane or silicone resin, at least one linker, and atleast one molecular hook typically impart cosmetic and other durablebenefits in products such as hair care products, but also including,textile care products, cosmetic products, oral care products, and animalcare products. A particular advantage of the present invention is thatmany of the described linkers provide solubility, in consumer relevantmedia, to the silicone composition as well as the potential foradditional hair care benefits which may or may not be typicallyassociated with the functional groups of the linker. In particular, themolecular hook of the present invention is thermally and hydrolyticallystable.

[0052] In hair care applications, the silicone compositions can bedelivered to the hair in any appropriate formulation, for example, wateror water and alcohol mixtures which can contain in a range between about1% by weight and about 99% by weight alcohol based on the totalformulation.

[0053] In order that those skilled in the art will be better able topractice the invention, the following examples are given by way ofillustration and not by way of limitation.

[0054] In the following examples, D^(R1) through D^(R4) are defined as:

EXAMPLE 1

[0055] Silicone hydride fluid (MD₄₈D^(H) ₃M). A 1000 milliliterthree-neck round bottom flask equipped with a mechanical stirrer,thermometer attached to a temperature controlling device and a dryingtube was charged with a silanol-terminated polydimethylsiloxane polymer(535.1 grams, 7.23 moles dimethylsiloxy groups), a silicone hydridefluid (MD^(H) _(x)M, 30.35 grams=0.48 moles methylhydridosiloxygroups+0.019 moles trimethylsiloxy groups), hexamethyldisiloxane (24.41grams, 0.3 moles trimethylsiloxy groups) and a linear phosphonitrilocatalyst (2.95 grams of a 2% solution in silicone fluid, 100 parts permillion). The mixture was stirred at 90° C. for two hours after which itwas cooled and treated with magnesium oxide (1 gram, 0.0256 moles). Themixture was filtered through Celite to furnish the product as a clear,colorless fluid with viscosity of 58.8 centistokes and hydride level of828 parts per million. ¹H NMR (acetone-d₆): δ4.74 (s, 3.0H, SiH), 0.12(m, 315.0H, SiCH₃).

EXAMPLE 2

[0056] Benzylchloride-substituted silicone polymer (MD₄₈D^(R1) ₃M). A 5liter three-neck round bottom flask equipped with a stirbar, thermometerattached to a temperature controlling device, addition funnel and acondenser with a drying tube was charged with the silicone hydridepolymer (MD₄₈D^(H) ₃M, 931.2 grams, 0.77 moles hydride), 4-vinylbenzylchloride (7.56 grams, 0.050 moles), di-t-butylphenol (0.52 grams) andKarstedt's catalyst (95.3 mg of a 10% Pt solution of GE SiliconesProduct M^(Vi)M^(Vi) as solvent). The mixture was heated to 60° C. andadditional 4-vinylbenzyl chloride (110.16 grams, 0.72 moles) was addedover 60 minutes with a slight exotherm to 80° C. The reaction wasfollowed by gasiometric hydride analysis and was finished within 6 hoursafter the addition was complete. The reaction mixture was heated at 130°C. under vacuum to remove unreacted volatile compounds to provide aproduct with viscosity of 124 centistokes. ¹H N (acetone-d₆): δ7.33 (m,6.0H, phenyl), 7.22 (m, 6.0H, phenyl), 4.66 (s, 6.0H, CH₂Cl), 2.73 (m,6.0H, SiCH₂CH₂Ar), 2.24 (m, 3.0H, SiCH(CH₃)Ar), 1.39 (m, 9.0H,SiCH(CH₃)Ar), 0.93 (m, 6.0H, SiCH₂CH₂Ar), 0.12 (m, 315H, SiCH₃).

EXAMPLE 3

[0057] Hydroxypropyl-substituted silicone (MD₄₅D^(R2) _(3.5)M). A 2000milliliter three-neck round bottom flask equipped with a stirbar,thermometer attached to a temperature controlling device, additionfunnel, and a condenser with a drying tube was charged with allylalcohol (76.0 milliliters, 64.90 grams, 1.12 moles), 2-propanol (160grams), and Karstedt's catalyst (706.8 milligrams of a 1% Pt solution in2-propanol, 11 parts per million Pt). The solution was heated to 85° C.,and silicone hydride polymer MD₄₅D^(H) _(3.5)M (600 grams, 0.557 moleshydride) was added over 120 minutes. The reaction was followed bygasiometric hydride analysis and was finished within 6 hours after theaddition was complete. The 2-propanol was removed at 90° C. in vacuo toprovide a light tan silicone polyether fluid with viscosity of 170centistokes. ¹H NMR (acetone-d₆): 67 3.50 (t, 7.0H, SiCH₂CH₂CH₂OH), 1.60(m, 7.0H, SiCH₂CH₂CH₂O), 0.58 (m, 7.0H, SiCH₂CH₂CH₂O), 0.12 (m, 298.5H,SiCH₃).

EXAMPLE 4

[0058] Silicone with bromo-acetylated propyl substituents (MD₄₅D^(R3)_(3.5)M). A 500 milliliter three-neck round bottom flask equipped with astirbar, thermometer attached to a temperature controlling device,Dean-Stark trap with a condenser and a drying tube was charged withbromoacetic acid (35.42 grams, 0.255 moles), Isopar C (Exxon Product,280 grams), and the silicone hydroxypropyl fluid MD₄₅D^(R2) _(3.5)M(300.0 grams, 0.268 equivalents hydroxy groups). The reaction mixturewas sparged with nitrogen for 30 minutes at ambient temperature toremove the dissolved air. para-Toluenesulfonic acid (2.50 grams, 13.1millimoles) was added and the reaction mixture was heated to 100° C.Water and Isopar C were collected in the Dean-Stark trap. After twohours, the theoretical amount of water was obtained (4.1 grams), and thereaction mixture was cooled to ambient conditions. Excess sodiumcarbonate was added to neutralize the reaction, and the salts wereremoved by filtration through Celite after at least two hours ofstirring. The volatile materials were removed under vacuum to give 324.2grams of product (98% yield). ¹H NMR (acetone-d₆): δ4.12 (t, 7.0H,CH₂CH₂OC(O)), 3.99 (s, 7.0H, CH₂Br), 1.76 (m, 7.0H, SiCH₂CH₂CH₂O), 0.63(m, 7.0H, SiCH₂CH₂CH₂O), 0.12 (m, 298.5H, SiCH₃).

EXAMPLE 5

[0059] Polyether-substituted silicone polymer (MD_(52.7)D^(R4) _(3.3)M).A 1000 milliliter three-neck round bottom flask equipped with a stirbar,thermometer attached to a temperature controlling device, additionfunnel and a condenser with a drying tube was charged with anallyl-started poly(oxyethylene) (176.47 grams, 0.329 moles), 2-propanol(119.0 grams) and Karstedt's catalyst (86.6 milligrams of a 10% Ptsolution with GE Silicones Product M^(Vi)M^(Vi) as solvent). Thesolution was heated to 88° C., and the silicone hydride polymerMD_(52.7)D^(H) _(3.3)M (300.0 grams, 0.2917 moles hydride, prepared bythe same method as described above) was added over 90 minutes. Thereaction was followed by gasiometric hydride analysis and was finishedwithin 4 hours after the addition was complete. The volatile materialsincluding 2-propanol were removed at 90° C. under vacuum to provide alight tan silicone polyether fluid with viscosity of 1336 centistokes.¹H NMR (acetone-d₆): δ3.85 (m, 6.6H, CH₂CH₂OH), 3.74 (m, 6.6H,CH₂CH₂OH), 3.57 (s, 132.7H, OCH₂CH₂O), 3.41 (m, 6.6H, SiCH₂CH₂CH₂O),1.63 (m, 6.6H, SiCH₂CH₂CH₂O), 0.58 (m, 6.6H, SiCH₂CH₂CH₂O), 0.12 (m,344.1H, SiCH₃).

EXAMPLE 6

[0060] Silicone polymer with bromo-acetylated polyether substituents(MD_(52.7)D^(R5) _(3.3)M). A 1000 milliliter three-neck round bottomflask equipped with a stirbar, thermometer attached to a temperaturecontrolling device and a Dean-Stark trap with a condenser and a dryingtube was charged with bromoacetic acid (34.00 grams, 0.245 moles),Isopar C (Exxon Product, 314 grams) and the polyether-substitutedsilicone MD_(52.7)D^(R4) _(3.3)M (397.50 grams, 0.257 equivalentshydroxy groups). The reaction mixture was sparged with nitrogen for 20minutes at ambient temperature to remove the dissolved air.para-Toluenesulfonic acid (2.36 grams, 13.7 millimoles) was added, andthe reaction mixture was heated to 100° C. Water and Isopar C werecollected in the Dean-Stark trap. After two hours, 98% of thetheoretical amount of water was obtained (4.4 grams), and the reactionmixture was cooled to ambient conditions. Potassium carbonate (3.80grams, 27.6 millimoles) was added to neutralize the reaction, and thesalts were removed by filtration through Celite after at least two hoursof stirring to provide product with viscosity of 1843 centistokes. ¹HNMR (acetone-d₆): δ4.27 (m, 6.6H, CH₂CH₂OC(O)), 4.04 (s, 6.6H, CH₂Br),3.70 (m, 6.6H, OCH₂CH₂OC(O)), 3.58 (s, 132.7H, OCH₂CH₂O), 3.41 (m, 6.6H,SiCH₂CH₂CH₂O), 1.63 (m, 6.6H, SiCH₂CH₂CH₂O), 0.58 (m, 6.6H,SiCH₂CH₂CH₂O), 0.12 (m, 344.1H, SiCH₃).

EXAMPLE 7

[0061] Trimethylpyrimidinium-substituted silicone polymer (MD₄₈D^(R6)₃M). To a 500 milliliter round bottom flask containing a stir bar wasadded 151.2 grams (36.543 millimoles) of the benzylchloride-substitutedsilicone polymer MD₄₅D^(R1) ₃M. Sodium iodide (15.30 grams, 102.1millimoles) was added as a solid with 200 milliliters of acetone. Thismixture was allowed to stir while 15.69 grams (101.7 millimoles) of1,4,6-trimethylpyrimidine-2-thione were added in portions as a solid. Anadditional 300 milliliters of acetone was then added to the pale yellowreaction mixture which was allowed to stir for 24 hours at roomtemperature. After this time, the reaction mixture was vacuum filteredto remove solids. The volatile materials were removed from the filtrateunder vacuum. The final product was isolated in 98.7% yield (163.2grams) as a clear, light yellow, rubbery solid. ¹H NMR (acetone-d₆):δ7.91 (s, 3.0 H, pyH), 7.47 (m, 6.0 H, phenyl), 7.21 (m, 6.0 H, phenyl),4.73 (s, 6.0 H, CH₂S), 4.14 (s, 9.0 H, NCH₃), 2.95 (s, 9.0 H,6-arylCH₃), 2.75 (s, 9.0 H, 4-arylCH₃), 2.71 (m, 6.0 H, SiCH₂CH₂), 2.22(m, 3.0 H, SiCH(CH₃)), 1.39 (d, 9.0 H, SiCH(CH₃)), 0.93 (m, 9.0 H,SiCH₂CH₂Ar), 0.12 (s, 315 H, SiCH₃).

EXAMPLE 8

[0062] Trimethylpyrimidinium-substituted silicone polymer (MD₄₅D^(R7)_(3.5)M). A flask was charged with 35.0 grams (8.0 millimoles) of thesilicone polymer MD₄₅D^(R3) _(3.5)M followed by 50 milliliters ofacetone. Following the addition of 3.54 grams of1,4,6-trimethyl-pyrimidine-2-thione (22.7 millimoles), the suspensionwas left stirring for six hours, whereupon starting material stillremained by ¹H NMR. After the addition of four mole percent additionalthione, the mixture was left stirring overnight. The following morning,the mixture was centrifuged to remove the solid salts remaining, and theproduct solution was decanted and concentrated, affording 37.8 grams(87% yield) of polymer product. ¹H NMR (acetone-d₆): δ8.03 (m, 3.5H,pyH), 4.39 (s, 7.0H, CH₂S), 4.26 (m, 10.5H, NCH₃, 4.14 (t, 7.0H,CH₂CH₂CH₂OC(O)), 3.02 (s, 7.0H, pyCH₃), 2.67 (s, 7.0H, pyCH₃), 1.78 (m,7.0H, CH₂CH₂CH₂OC(O)), 0.63 (t, 7.0H, CH₂CH₂CH₂OC(O)), 0.12 (m, 297H,SiMe).

EXAMPLE 9

[0063] Trimethylpyrimidinium-substituted polyether silicone polymer(MD₅₃D^(R8) _(3.3)M). A flask was charged with 33.5 grams (5.53millimoles) of the silicone polymer MD₅₃D^(R5) _(3.3)M. Acetone (50milliliters) was added followed by 2.90 grams of1,4,6-trimethyl-pyrimidine-2-thione (22.7 millimoles). The suspensionwas allowed to stir for 1.5 hours, after which 0.08 mole percent ofexcess thione remained by ¹H NMR spectroscopy. After the addition of1.97 grams (0.325 millimoles) more silicone polymer, the mixture wasleft stirring overnight. The mixture was then centrifuged to remove thesolid salts remaining, and the product solution was decanted. Thevolatile materials were removed under vacuum affording 32.6 grams (86%yield) of polymer product. ¹H NMR (acetone-d₆): δ7.96 (m, 3.5 H, pyH),4.38 (s, 7.0 H, CH₂S), 4.26 (m, 17.5H, NCH₃, OCH₂CH₂OC(O)), 3.70 (m, 7H, CH₂OCH₂CH₂OC(O)), 3.58 (m, 142.8H, OCH₂CH₂O), 3.39 (t, 7.0 H,SiCH₂CH₂CH₂O), 3.00 (s, 7H, pyCH₃), 2.68 (s, 7H, pyCH₃), 1.62 (m, 7.0 H,SiCH₂CH₂CH₂O), 0.58 (m, 7.0 H, SiCH₂CH₂CH₂O), 0.12 (s, 344 H, SiCH₃).

[0064] It should be noted that while most reactions in which cationicpolymers were made were performed at room temperature, in most instancesthey can be heated to speed the reaction.

EXAMPLE 10-11

[0065] Using the same procedures as described above for the structurallyanalogous polymers, the following materials were also synthesized:

[0066] MD₉₉D^(R6) ₃M

[0067] M^(R6)D₄₈M^(R6)

[0068] Silicone deposition. Polymers described in this invention impartdurable benefits to hair such as good combability, manageability, etc.The degree to which the new silicone materials interact with hairdurably, after repeated shampooing, was measured. Hair switches weretreated, extracted and shampooed 20 times with a commercially availableshampoo (Prell®) and were then analyzed for silicon by x-rayfluorescence (XRF). The counts were converted to parts per millionsilicon deposition using standard methods. TABLE 1 XRF data collected onhair switches treated with new silicone polymers after extraction and 20shampoos with Prell ®. Treatment Silicone Solvent Time DepositionSwitches Polymer (EtOH/water) pH (min) (ppm)¹ 1-3 MD₄₈D^(R6) ₃M 90/10 75 1355 4-6 MD₄₈D^(R6) ₃M 90/10 7 30 1549 7-9 MD₄₈D^(R6) ₃M 90/10 9.5 54318 10-12 MD₄₈D^(R6) ₃M 90/10 9.5 30 3803 13-15 MD₉₉D^(R6) ₃M 90/10 7 51309 16-18 MD₉₉D^(R6) ₃M 90/10 7 30 1860 19-21 MD₉₉D^(R6) ₃M 90/10 9.5 52030 22-24 MD₉₉D^(R6) ₃M 90/10 9.5 30 2391 25-27 MD₉₉D^(R6) ₃M 90/10 9.530 2867 (buffered)² 28-30 MD₄₅D^(R7) _(3.5)M 90/10 7 5 951 31-33MD₄₅D^(R7) _(3.5)M 90/10 7 30 1349 34-36 MD₄₅D^(R7) _(3.5)M 90/10 9.5 52619 37-39 MD₄₅D^(R7) _(3.5)M 90/10 9.5 30 3281 40-42 MD₄₅D^(R7) _(3.5)M90/10 9.5 30 9254 (buffered)²

[0069] Control experiments on hair switches treated with a polysiloxanewithout the linker and molecular hook (polydimethylsiloxane with aviscosity of 350 centistokes) for 5 minutes showed an initial depositionlevel of silicon as 2050 parts per million by XRF. Measurements showedthat after 8 shampoos, no silicon remained on the hair. The data inTable 1 clearly show that the silicone polymers of the present inventionwhich provide conditioning benefits, do adhere to the hair withunexpected durability.

[0070] While typical embodiments have been set forth for the purpose ofillustration, the foregoing description should not be deemed to be alimitation on the scope of the invention. Accordingly, variousmodifications, adaptations, and alternatives may occur to one skilled inthe art without departing from the spirit and scope of the presentinvention.

What is claimed is:
 1. A silicone composition which comprises at leastone polysiloxane or silicone resin, at least one linker, and at leastone molecular hook wherein the molecular hook comprises a heterocyclictrimethylpyrimidinium compound.
 2. The composition in accordance withclaim 1, wherein the heterocyclic trimethylpyrimidinium compoundcomprises the formula (VIII):

wherein Y represents a linker and Q⁻ represents a counterion.
 3. Thecomposition in accordance with claim 2, wherein Q⁻, is selected from thegroup consisting of halides, borates, phosphates, tosylates, mesylates,and triflates.
 4. The composition in accordance with claim 1, whereinthe at least one linker is bound to a polysiloxane or silicone resinthrough a silicon, carbon, oxygen, nitrogen, or sulfur atom.
 5. Thecomposition in accordance with claim 4, wherein the at least one linkeris bound to a polysiloxane or silicone resin through a silicon atom. 6.The composition in accordance with claim 1, wherein the at least onepolysiloxane or silicone resin has the formulaM_(a)M′_(b)D_(c)D′_(d)T_(e)T′_(f)Q_(g) where the subscripts a, b, c, d,e, f and g are zero or a positive integer, subject to the limitationthat the sum of the subscripts b, d and f is one or greater; where M hasthe formula: R⁴⁰ ₃SiO_(1/2), M′ has the formula: (Z-Y)R⁴¹ ₂SiO_(1/2), Dhas the formula: R⁴² ₂SiO_(2/2), D′ has the formula: (Z-Y)R⁴³SiO_(2/2),T has the formula: R⁴⁴SiO_(3/2), T′ has the formula: (Z-Y)SiO_(3/2), andQ has the formula SiO_(4/2), where each R⁴⁰, R⁴¹, R⁴², R⁴³, R⁴⁴ isindependently at each occurrence a hydrogen atom, C₁₋₂₂ alkyl, C₁₋₂₂alkoxy, C₂₋₂₂ alkenyl, C₆₋₁₄ aryl, and C₆₋₂₂ alkyl-substituted aryl,C₆₋₂₂ aralkyl, or C₁₋₂₂ fluoroalkyl, polyether, or amino alkyl; each Z,independently at each occurrence, is a molecular hook; and each Y,independently at each occurrence, is a linker.
 7. The composition ofclaim 6 in which the average number of Y-Z moieties on the polysiloxaneor silicone resin is between about 1 and about
 100. 8. The compositionof claim 7 in which the average number of Y-Z moieties on thepolysiloxane or silicone resin is between about 1 and about
 10. 9. Thecomposition in accordance with claim 6, wherein the at least onepolysiloxane or silicone resin comprises at least one compound of thefollowing formulas, (I), (II), (III), (IV), (V), (VI), or (VII):

(R³⁷ ₃SiO_(1/2))_(a)[(Z-Y)R³⁸ ₂SiO_(1/2)]_(b)(SiO_(4/2))_(g)  (VII)where each R¹⁻³⁸ is independently at each occurrence a hydrogen atom,C₁₋₂₂ alkyl, C₁₋₂₂ alkoxy, C₂₋₂₂ alkenyl, C₆₋₁₄ aryl, and C₆₋₂₂alkyl-substituted aryl, C₆₋₂₂ aralkyl, and C₁₋₂₂ fluoroalkyl, polyether,or amino alkyl; Z¹⁻¹⁰, is independently at each occurrence, is amolecular hook; and Y¹⁻¹⁰, independently at each occurrence, is alinker; wherein “m” in each formula has a value in a range between about0 and about 13,000; “n” in each formula has a value in a range betweenabout 0 and about 13,000 with the proviso that in formula (II) “n” isnot 0; “m+n” in each formula has a value in a range between about 1 andabout 26,000; “q” has a value of at least one “p+q” has a value of atleast 3; “a” has a value greater than or equal to one; and “b” and “g”have a value of at least one.
 10. The composition in accordance withclaim 9, wherein the polysiloxane comprises at least one compound offormulas (I), (II), (III), (IV), or (V) wherein R¹⁻³³ is methyl; “m” ineach formula has a value in a range between about 20 and about 120; “n”in each formula has a value in a range between about 2 and about 10; and“m+n” in each formula has a value in a range between about 15 and about120.
 11. The composition in accordance with claim 9, wherein thepolysiloxane comprises at least one compound of formula (VI), wherein“q” has a value of at least one; “p+q” has a value in a range betweenabout 3 and about 6; and R³⁴⁻³⁶ is methyl.
 12. The composition inaccordance with claim 9, wherein the moiety Z-Y is prepared by a processwhich comprises combining a hook with a linker precursor comprising alinker and a leaving group.
 13. The composition in accordance with claim12, wherein the leaving group is selected from the group consisting ofchloride, bromide, iodide, tosylate, mesylate, phosphate, and cyclicleaving groups containing at least one heteroatom.
 14. The compositionin accordance with claim 13, wherein the leaving group is iodide,chloride, or bromide.
 15. The composition in accordance with claim 1,wherein the linker comprises a C₁-C₁₀₀ alkyl, aryl, or alkylaryl groupoptionally containing one or more heteroatoms.
 16. The composition inaccordance with claim 15, wherein the linker comprises at least onecompound of the formula (IX), (X), (XI), (XII), (XIII), (XIV), or (XV):

where r is in a range between about 1 and about 10; s is in a rangebetween about 0 and about 100; t is in a range between about 0 and about100; u is in a range between about 1 and about 10; v is in a rangebetween about 1 and about 10; w is 1 or 2; x is 1 or 2; X is O, NOH,NOR, or NR; wherein R is independently at each occurrence hydrogen (H),C₁₋₂₂ alkyl, C₁₋₂₂ alkoxy, C₂₋₂₂ alkenyl, C₆₋₁₄ aryl, and C₆₋₂₂alkyl-substituted aryl, and C₆₋₂₂ aralkyl where the C can beunsubstituted or substituted with heteroatoms such as oxygen (O),nitrogen (N), sulfur (S) or halogen; wherein R³⁹ is independently ateach occurrence hydrogen (H), C₁₋₂₂ alkyl, C₁₋₂₂ alkoxy, C₂₋₂₂ alkenyl,C₆₋₁₄ aryl, C₆₋₂₂ alkyl-substituted aryl, C₆₋₂₂ aralkyl, and fused ringsystem which may or may not be fused to the phenyl group where the C canbe unsubstituted or substituted with heteroatoms such as O, N, S orhalogen; A is O, NOH, NOR, NR or S; B is O, NOH, NOR, NR or S; and wherethe polysiloxane or the silicone resin is bound to the (CR₂)_(r)(Formula IX, X, XII, and XIII), (CR₂)_(v) (Formula XI and XIV), or(CR₂)_(w) (Formula XV).
 17. The composition in accordance with claim 16,wherein r is 2 or 3; s is in a range between about 4 and about 20; t is0; u is 1; v is 2 or 3; w is 1 or 2; x is 1 or 2; X is O; R is H; R³⁹ isH; A is O; and B is O.
 18. A hair care product comprising thecomposition of claim
 1. 19. A textile care product comprising thecomposition of claim
 1. 20. A cosmetic product comprising thecomposition of claim
 1. 21. An oral care product comprising thecomposition of claim
 1. 22. An animal care product comprising thecomposition of claim
 1. 23. A method for providing adhesion ofpolysiloxane or silicone resin to hair which comprises treating hairwith the composition of claim
 1. 24. A silicone composition comprisingat least one compound of the formula (II):

where each R⁷⁻¹⁵ is methyl; Z³ is a trimethylpyrimidinium molecular hookof the formula (VIII)

wherein Q⁻ is iodide, chloride, or bromide; and Y is at least onecompound of the formulas (IX), (X), (XI), (XII), (XIII), (XIV), or (XV):

wherein “m” has a value in a range between about 20 and about 120; “n”has a value in a range between about 2 and about 10; r is 2 or 3; s isin a range between about 4 and about 20; t is 0; u is 1; v is 2 or 3; wis 1 or 2; x is 1 or 2; X is O; R is H; R³⁹ is H; A is O; B is O; andwhere the polysiloxane is bound to the (CR₂)_(r) (Formula IX, X, XII,and XIII), (CR₂)_(v) (Formula XI and XIV), (CR₂)_(w) (Formula XV).
 25. Ahair care product comprising the composition of claim
 24. 26. A methodfor providing adhesion of polysiloxane to hair which comprises treatinghair with the composition of claim
 24. 27. A silicone compositioncomprising at least one compound of the formula (I):

where each R¹⁻⁶ is methyl; Z¹⁻² are each a trimethylpyrimidiniummolecular hook of the formula (VIII)

wherein Q⁻ is iodide, chloride, or bromide; and Y is at least onecompound of the formulas (IX), (X), (XI), (XII), (XIII), (XIV), or (XV):

wherein “m+n” has a value in a range between about 15 and about 120; ris 2 or 3; s is in a range between about 4 and about 20; t is 0; u is 1;v is 2 or 3; w is 1 or 2; x is 1 or 2; X is O; R is H; R³⁹ is H; A is O;B is O; and where the polysiloxane is bound to the (CR₂)_(r) (FormulaIX, X, XII, and XIII), (CR₂)_(v) (Formula XI and XIV), or (CR₂)_(w)(Formula XV).
 28. A hair care product comprising the composition ofclaim
 27. 29. A method for providing adhesion of polysiloxane to hairwhich comprises treating hair with the composition of claim
 27. 30. Amethod for making a silicone composition comprising at least onepolysiloxane or silicone resin, at least one linker, and at least onemolecular hook, which method comprises combining a linker, a molecularhook, and a polysiloxane or silicone resin wherein the molecular hookcomprises a heterocyclic trimethylpyrimidinium compound.
 31. The methodof claim 30 wherein the heterocyclic trimethylpyrimidinium compoundcomprises the formula (VIII):

wherein Y represents a linker and Q⁻ represents a counterion.
 32. Themethod of claim 31, wherein Q⁻, is selected from the group consisting ofhalides, borates, phosphates, tosylates, mesylates, and triflates. 33.The method of claim 30 which comprises combining at least one linkerwith a polysiloxane or silicone resin and subsequently combining saidcombination with at least one molecular hook.
 34. The method of claim 30which comprises combining at least one linker with at least onemolecular hook and subsequently combining said combination with apolysiloxane or silicone resin.
 35. The method of claim 31 in which theat least one linker is bound to a polysiloxane or silicone resin througha silicon, carbon, oxygen, nitrogen, or sulfur atom.
 36. The method ofclaim 35 in which the at least one linker is bound to a polysiloxane orsilicone resin through a silicon atom.
 37. The method of claim 30 inwhich the at least one polysiloxane or silicone resin comprises at leastone compound of the following formulas, (I), (II), (III), (IV), (V),(VI), or (VII):

(R³⁷ ₃SiO_(1/2))_(a)[(Z-Y)R³⁸ ₂SiO_(1/2)]_(b)(SiO_(4/2))_(g)  (VII)where each R¹⁻³⁸is independently at each occurrence a hydrogen atom,C₁₋₂₂ alkyl, C₁₋₂₂ alkoxy, C₂₋₂₂ alkenyl, C₆₋₁₄ aryl, and C₆₋₂₂alkyl-substituted aryl, C₆₋₂₂ aralkyl, and C₁₋₂₂ fluoroalkyl, polyether,or amino alkyl; Z¹⁻¹⁰, independently at each occurrence, is a molecularhook; and Y¹⁻¹⁰, independently at each occurrence, is a linker; wherein“m” in each formula has a value in a range between about 0 and about13,000; “n” in each formula has a value in a range between about 0 andabout 13,000 with the proviso that in formula (II) “n” is not 0; “m+n”in each formula has a value in a range between about 1 and about 26,000;“q” has a value of at least one; “p+q” has a value of at least 3; “a”has a value greater than or equal to one; and “b” and “g” have a valueof at least one.
 38. The method of claim 37 in which the average numberof Y-Z moieties on the polysiloxane or silicone resin is between about 1and about
 100. 39. The method of claim 38 in which the average number ofY-Z moieties on the polysiloxane or silicone resin is between about 1and about
 10. 40. The method of claim 37, wherein the polysiloxanecomprises at least one compound of formulas (I), (II), (III), (IV), or(V) wherein R¹⁻³³ is methyl; “m” in each formula has a value in a rangebetween about 20 and about 120; “n” in each formula has a value in arange between about 2 and about 10; and “m+n” in each formula has avalue in a range between about 15 and about
 120. 41. The method of claim37, wherein the polysiloxane or silicone resin comprises at least onecompound of formula (VI), wherein “q” has a value of at least one; “p+q”has a value in a range between about 3 and about 6; and R³⁴⁻³⁶ ismethyl.
 42. The method of claim 37, wherein the moiety Z-Y is preparedby a process which comprises combining a hook with a linker precursorcomprising the linker and a leaving group.
 43. The method of claim 42,wherein the leaving group is selected from the group consisting ofchloride, bromide, iodide, tosylate, mesylate, phosphate, and cyclicleaving groups containing at least one heteroatom.
 44. The method ofclaim 43, wherein the leaving group is iodide, chloride, or bromide. 45.The method of claim 30, wherein the linker comprises a C₁-C₁₀₀ alkyl,aryl, or alkylaryl group optionally containing one or more heteroatoms.46. The method in accordance with claim 45, wherein the linker comprisesat least one compound of the formula (IX), (X), (XI), (XII), (XIII),(XIV), or (XV):

where r is in a range between about 1 and about 10; s is in a rangebetween about 0 and about 100; t is in a range between about 0 and about100; u is in a range between about 1 and about 10; v is in a rangebetween about 1 and about 10; w is 1 or 2; x is 1 or 2; X is O, NOH,NOR, or NR; wherein R is independently at each occurrence hydrogen (H),C₁₋₂₂ alkyl, C₁₋₂₂ alkoxy, C₂₋₂₂ alkenyl, C₆₋₁₄ aryl, and C₆₋₂₂alkyl-substituted aryl, and C₆₋₂₂ aralkyl where the C can beunsubstituted or substituted with heteroatoms such as oxygen (O),nitrogen (N), sulfur (S) or halogen; wherein R³⁹ is independently ateach occurrence hydrogen (H), C₁₋₂₂ alkyl, C₁₋₂₂ alkoxy, C₂₋₂₂ alkenyl,C₆₋₁₄ aryl, C₆₋₂₂ alkyl-substituted aryl, C₆₋₂₂ aralkyl, and fused ringsystem which may or may not be fused to the phenyl group where the C canbe unsubstituted or substituted with heteroatoms such as O, N, S orhalogen; A is O, NOH, NOR, NR or S; B is O, NOH, NOR, NR or S; and wherethe polysiloxane or the silicone resin is bound to the (CR₂)_(r)(Formula IX, X, XII, and XIII), (CR₂)_(v) (Formula XI and XIV), or(CR₂)_(w) (Formula XV).
 47. The method in accordance with claim 46,wherein r is 2 or 3; s is in a range between about 4 and about 20; t is0; u is 1; v is 2 or 3; w is 1 or 2; x is 1 or 2; X is O; R is H; R³⁹ isH; A is O; and B is O.
 48. A method for making a silicone compositioncomprising combining at least one linker with a polysiloxane andsubsequently combining said combination with at least one molecularhook, wherein the polysiloxane is of the formula (II):

where each R⁷⁻¹⁵ is methyl; Z³ is a trimethylpyrimidinium molecular hookof the formula (VIII)

wherein Q⁻ is iodide, chloride, or bromide; and Y is at least onecompound of the formulas (IX), (X), (XI), (XII), (XIII), (XIV), and(XV):

wherein “m” is in a range between about 20 and about 120; “n” is in arange between 2and 10; r is 2 or 3; s is in a range between about 4 andabout 20; t is 0; u is 1; v is 2 or 3; w is 1 or 2; x is 1 or 2; X is O;R is H; R³⁹ is H; A is O; B is O; and where the polysiloxane is bound tothe (CR₂)_(r) (Formula IX, X, XII, and XIII), (CR₂)_(v) (Formula XI andXIV), or (CR₂)_(w) (Formula XV).
 49. A method for making a siliconecomposition comprising combining at least one linker with a polysiloxaneand subsequently combining said combination with at least one molecularhook, wherein the polysiloxane is of the formula (I):

where each R¹⁻⁶ methyl; Z¹⁻² are each a trimethylpyrimidinium molecularhook of the formula (VIII)

wherein Q⁻ is iodide, chloride, or bromide; and Y is at least onecompound of the formulas (IX), (X), (XI), (XII), (XIII), (XIV), or (XV):

wherein “m+n” has a value in a range between about 15 and about 120; ris 2 or 3; s is in a range between about 4 and about 20; t is 0; u is 1;v is 2 or 3; w is 1 or 2; x is 1 or 2; X is O; R is H; R³⁹ is H; A is O;B is O; and where the polysiloxane is bound to the (CR₂)_(r) (FormulaIX, X, XII, and XIII), (CR₂)_(v) (Formula XI and XIV), or (CR₂)_(w)(Formula XV).